WO1989001021A1 - Traction fluid - Google Patents

Abstract

A traction fluid which is prepared by compounding 0.1 to 95 wt % of a branched poly-$g(a)-olefin in a diester represented by general formula (I) (wherein A' represents an ester bond of -COO- or -OOC-, n represents 1 to 10, R1? groups represent one or two members selected from among a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, and R2? groups represent one or two members selected from among a hydrogen atom and an alkyl group having 1 to 3 carbon atoms) or its derivative is disclosed. This fluid is preferably used in a power transmission unit, particularly a traction drive unit.

Description

 明

 Field for traxation

 Technical field

 The present invention relates to a flux for traction and, more particularly, to a diester having two cyclohexyl rings. It relates to a fluid for traction, which is obtained by blending the derivative with a branched polyphenylene refine as an oil. is there .

Back-end technology 'A drive train that transmits power to a driven part by a tractive drive mechanism in an automobile or an industrial machine. Live power transmission systems have received attention, and research and development has been actively pursued in recent years. The friction drive mechanism is a power transmission mechanism that uses rolling friction, etc., which reduces vibration and noise because it does not use gears as in the past. High-speed rotation can be performed very smoothly. In the automobile industry, improving fuel efficiency of automobiles has become an important issue.However, if a transmission is applied to the transmission of an automobile and a continuously variable transmission is used, Since the engine can always be operated in the engine's highest fuel consumption range, the fuel consumption can be reduced by more than 20% compared to the conventional transmission system. The recent research that is said to be possible is the development of materials with high fatigue strength and the theoretical analysis of the traction mechanism. Regarding the fluids for lacsion and fining, the relationship between the traction coefficients at the molecular structure level of the components is gradually elucidated. There are. Here, the friction coefficient is the traction force generated by slipping of the contact portions of the rotating bodies that come into contact with each other in the rolling friction / power transmission device. It is defined as the ratio to the normal load ¾.

 The flux for fractionation must be a lubricating oil with an attraction coefficient, and its molecular structure has a naphthene ring. It has been confirmed that it exhibits high performance, and Monsanto's Santrac® j is widely known as a commercial product. Naphthenic rings Japanese Patent Publication No. 7-35763-II discloses di- (cyclohexyl), al-cyclone or dicyclohexyl as a flux for a fraction having a The patent discloses that the alkane compound contains a perhydrogenated (alpha-methyl) styrene polymer or hydridene. It is stated that the fraction containing a compound such as an iron compound has a high level of the friction coefficient. -191 977 discloses a fluid for traction containing an ester compound having a naphthene conversion. Esters obtained by hydrogenation of aromatic nuclei of dicyclohexyl dicyclohexyl ester or dicyclohexyl phthalate are obtained. It is preferred as a fluid for traction.

As mentioned above, in recent years, the automotive industry has been actively promoting the development of continuously variable transmissions. The higher the coefficient, the larger the permissible transmission force can be increased in one device per circumference, so the entire device is smaller. Therefore, a flow with a high traction coefficient is desired as much as possible because it can reduce the generation of exhaust gas which is a problem in terms of pollution and pollution. . However, even if it is a commercial product of the flux for traxion, which is considered to have the highest performance at present, such a troch: Yodorivi However, there is a problem in that satisfactory performance cannot be obtained in terms of the condensed fraction coefficient used for the device 1 and the price is still high. In addition, the flux for fluxion proposed in Japanese Patent Publication No. 46-35 763 also uses Suntrax® or a similar substance as one component. As a result, there are problems with performance and price.

 -Disclosure of the invention

 The present inventors have conducted intensive studies to obtain a fractional but relatively inexpensive fractional flow with a high fractional coefficient. A branched polyolefin fin is specified for a diester or a derivative thereof in which a cyclohexyl ring is linked via a chain hydrocarbon. It has been confirmed that the combination provides a base oil flow with higher performance economically, and the present invention has been completed.

 The present invention has the general formula

R 2

1 R

[Wherein, is a C 00 — or 100 C — ester bond, n. Is 1 to 10, and R 1 is a heterocyclic or heterocyclic hydrogen atom and carbon number 1 to 10. 8 selected from alkyl groups R 2 is an atom or a group selected from the group consisting of a hydrogen atom and an alkyl group having 1 to 3 carbon atoms. Is a flux for fluxing, which is characterized by blending 0.1 to 95% by weight of a branched polyolefin with a derivative thereof. It is something.

 A second object of the present invention is to provide a high-performance flux for a fraction having a high fraction coefficient. A second object of the present invention is to provide a flux for traction which is economical, easily available, and can be easily applied to the package K.

 The flux for fractionation according to the present invention comprises a two-component base oil, a diester or its derivative as an A component, and a branch as a B component. It is a mixture of specific and specific polyphenylene olefins.

The A component of the present invention is a diester having two cyclohexyl rings or a diastereomer thereof, and has the structural formula described above. . A ′ in the ester bond is 1 C00— or —00C, and the number n of carbon atoms in the chain hydrocarbon skeleton is 1 to 10, and 1 to 4 is particularly preferable. When n is 0, the fraction coefficient is low, and when n is 11 or more, the viscosity / $ increases, which is not preferable. This ester or derivative thereof is produced by the following method and has a viscosity of 5 to 50 es at 40 ° C, particularly preferably 7 to 30 est, and 1 to 100 at 100 ° C. It has a viscosity of 10 est, particularly preferably 26 est. Also, 't Examples of the Leno invitation include an amino compound and a cellulose compound.

 Component A can be produced by any of the following methods. The second method is a method based on an esterification reaction between a divalent alcohol compound and a cyclohexanone carbonate compound. As the divalent alcohol compound, one having a main chain carbon number of 1 to 10 is selected, and particularly a divalent alcohol compound having 1 to 4 carbon atoms. Is preferred. More specifically, ethylene glycol, 1-3-prong, 1-3-butane, and 1-4-butane And so on. Cyclohexanic soleponic acid, which is a compound that has an alkyl group of 1 to 3 carbon atoms in addition to cyclohexan carboxylic acid. Example ぇ ぱ シ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ ぱ. Particularly preferred is cyclohexancarponic acid. In the esterification reaction, the alcohol and the acid are carried out at a molar ratio of about 2: 2 or under an acid excess condition, but in the former case, a catalyst may be required and the secondary alcohol may be used. Since there are problems such as formation of products, it is preferable to employ an acid excess condition. That is, the acid is reacted with 2 to 5 moles (particularly preferably 2.5 to 4 moles) of the acid per 1 mole of the divalent alcohol compound. The reaction temperature is 150-250 ° C, preferably 170-230. The reaction time is 10

~ 40 hours, preferably 15 ~ 25 hours. The pressure of the reaction may be pressurized or depressurized, but normal pressure is preferred in terms of the reaction operation. Under these conditions, excess acid acts as a catalyst. Also An appropriate amount of alkylbenzen such as xylene or toluene can be added as a medium. The reaction and temperature can be easily controlled by the addition of the solvent. As the reaction proceeds, the generated water evaporates. When the water becomes twice as much as the alcohol, the reaction is terminated. Excess acid is neutralized with an aqueous solution of alkali and removed by washing with water. When using an acid that is difficult to remove by alkaline washing, use a catalyst with a 2- to 2.5-fold molar amount of the acid. As a catalyst to be used, phosphoric acid, paraluenesulfonic acid, sulfuric acid, etc. can be used, but it is necessary to increase the reaction rate and the ester yield. And it is most preferred to use phosphoric acid. The diester compound of the present invention can be obtained by finally distilling the reaction product under reduced pressure to distill water and a solvent.

The second method for producing the component A of the present invention is an ester of cyclohexanol compound and a dicarpone with a main chain having 3 to 12 carbon atoms. It is a method based on Cyclohexanol compounds include, in addition to cyclohexanol, an alkyl group having 1 to δ carbon atoms, such as methyl cyxanol. Hexanol, tertiary cyclohexanol, and the like. Particularly preferred is cyclohexanol. As di-disulfonic acid, those having a main chain of 3 to 12 carbon atoms are preferred, preferably those having a main chain of 3 to 6 carbon atoms. is there . For example, malonic acid, succinic acid, glutaric acid and the like can be mentioned. The esterification reaction is carried out at a molar ratio of alcohol to acid of 2: 1. In the former case, alcohol excess is preferred since the former may produce by-products of monohydric sulfonic acid. In other words, a 2.5- to 5-fold molar reaction of the dinorponic acid with the byeonole compound is carried out with respect to the cycloalkyl. The reaction temperature is 150-250, preferably 170-230. The reaction time is 10 to 40 hours, preferably 15 to 25 hours. The reaction pressure is pressurized. Decreased): C may be used, but normal pressure is preferred in terms of the reaction operation. Alkylbenzenes such as xylene and toluene are preferred solvents. Can be added: The reaction temperature can be easily controlled by adding the solvent. As the reaction progresses. Otherwise, the generated water evaporates, but the reaction is terminated when the amount of water becomes twice as much as that of dicarboxylic acid. As a catalyst, use phosphoric acid, paratoluenesulfonic acid, sulfuric acid or the like. It is most preferred to use phosphoric acid to increase the reaction rate and increase the ester yield. The esterification product of the present invention can be obtained by finally distilling the reaction product under reduced pressure to distill water, a solvent, and alcohol of the stabbing.

B. Polyphenylene olefin as a component has a quaternary carbon atom or a tertiary carbon atom in the main chain, and therefore has 3 to 5 carbon atoms. Alpha 1-year-old polymer and its hydrogenated product. For example, polypropyrene, polybutene, polyisobutylene, polypentene and their hydrogenated products, but particularly preferred. What is polybutene, polyisobutylene and its hydrogenated products. Polyisobutylene can be represented by the following structural formula. ί CH 3 CH 3 CH 3

CH 3 C (CH. C) CH ₂ — C = CHz

 CH 3 CH 3 or its hydrogenated product is represented by the following structural formula

CH 3 CH 3 CH

CH 3 -C (Ctiz-C) _n CH ₂ —— CH— CH 3

CH 3 CH 3 where n is 6 to 200 in the degree of polymerization.

Polybutene and polyisobutylene may be commercially available products, or they can be produced by known polymerization methods. The hydrogenated product is produced by reacting polyisobutylene or the like with the presence of hydrogen. Particularly preferred polyolefin fins have a molecular weight in the range of 500 to "! 000, more preferably a molecular weight in the range of 900 to 5,000. The molecular weight can be adjusted by adjusting the molecular weight of the polymer: the decomposition of a polyolefin resin, the molecular weight of a polyolefin resin with a different molecular weight can be adjusted. It is advisable to rely on mixing, etc. As a kind of polyolefin refin, there is an alpha one-year-old refin copolymer (0CP). 0CP is not suitable for use as the B component of the present invention because 0CP is obtained by combining two or more alpha-one-year-old fins. Have an irregularly linked structure, and may have a regular structure such as the polypeptide of the present invention. It is not a gem-alkyl structure.

 In the present invention, the A component, for example, the succinic acid and the jelly of the hex u-hexanol have a traction coefficient of 0.102 to 0.106. However, the B component, for example, リ polybutene, has a traction coefficient of 0.075-0.0δ5.

 Since the Α component of the present invention has a high traction coefficient, even if the 成分 component alone is applied to the traction-hiding, the performance can be exhibited. Wear . However, it is recommended that the A component be combined with the B component's one-year-old polyolefin ref. 0.1 to 95: m%, especially 10 to 70 weight%. It can be used as a preferred fractional flow for the field. In other words, although the -B component has a lower traction coefficient than the A component, the gem-alkyl group of the B component is synergistic with the syl ring at the mouth of the A component. Effect (effect of improving the fraction coefficient). However, since the B component is inexpensive and has excellent viscosity properties, the blend coefficient of 0.1 to 95% by weight with respect to the A component will lower the friction coefficient. We can proudly obtain a flux for traxation.

Various additives can be added to the fluid for fractionation according to the present invention according to the intended use. That is, if the traction device is subject to high temperatures and heavy loads, one or more of an antioxidant, an antiwear agent, or an antioxidant may be used. Of these additives can be incorporated in an amount of about 0.01 to 5 times 1%. If a high viscosity index is required around the circumference, a known viscosity The viscosity index improver may be combined with ι-ι ο heavy a%. However, the use of a polymethacrylate (ie, the addition of a 4-year-old copolymer) lowers the traction 3 coefficient, so that the content of these additives is 4% by weight or less. It is hoped that

 In the present invention, the fluid for torque is a device for transmitting a rotating torque by point contact or line contact, and a device for transmitting the rotating torque. A fluid used in a transmission device having a simple structure. The flux for flux according to the present invention has a higher (flux3 coefficient) than conventionally known fluids, and depends on properties such as viscosity. However, there is a C that increases the cushion coefficient by 5 to 5% higher than that of the conventional product.Therefore, there is a 'C. Therefore, the flux for the fraction of the present invention is used. Re-K is a relatively low-power transmission device, such as internal combustion engines for small passenger cars, spinning machines and food production machines, as well as high-power industrial machines. It can also be applied favorably to wraparound wrapping.

 The flux for fractionation according to the present invention has a much higher fractional coefficient than known fluxes. The reason for expressing the high fractional coefficient for that reason is that [[, which has not yet been completely elucidated, basically means that the fraction for the fractionation of the present invention is used. It is thought to be based on the unique molecular structure of the rule.

First, the component A of the fractional fluid of the present invention has a diester 'C * having two cyclohexyl rings in the compound. Intermolecular dipole force due to steeple linkage Will work. It is considered that this dipole interrogation increases the shearing force by changing the fluid to a stable glass state under the high load conditions of the traxyn device. Furthermore, the B component of the fraction for traction according to the present invention has a gem-dialkyl type.

5 ^ The quaternary carbon is fr. Therefore, when the load of the flux π-instrument is high, it is possible that there is a hexacyclic ring of the A component and the geoi-dialkyl moiety of the quaternary carbon of the B component. Like the -I-a, it is thought that when it is released from the load, it will quickly release and become fluidized.

 Best mode for carrying out the invention

 -¾Examples 1 to 13

 Jester A の of the present invention was synthesized by the following method. First, 250 mL of ethanol and 104 g of malonic acid (0.4 mol per 1 mol of cyclohexanol) were introduced into the reaction vessel into the reaction vessel.

I 5 was collected, and phosphoric acid was added in an amount of 1% of the total. Next, the reaction vessel was heated to 180 ° C. and reacted under normal pressure in the temperature range of 180 to 21 (TC. The water generated along with the progress of the reaction was Heating was terminated when the molar concentration of the acid reached twice as high as that of the acid.

20 In order to remove unreacted substances from the mixture of cyclohexane and phosphoric acid of unreacted substances, vacuum distillation is performed after washing with pure water, and pure Stele A〗 was isolated.

 According to Zhou, "The Asters A2 and A3 of the present invention were synthesized using FE raw materials.

2 5 A 2… Ethylene glycol and cyclohexane Acid (acid excess)

 A 3-Succinic acid and cyclohexanol

And if this to the next manufacturing - Concrete with di E scan Tel average molecular ¾ to the blended Po Li pteridine down of 900-235 0 Bok la click shea Yo emission coefficient ₀ Bok la click co measured the The measurement conditions for the coefficient are as follows.

 Measuring device: Soda type 4 Roller fluxion tester Test conditions: Oil temperature 2, Roller temperature 30

 Average Hertz pressure 1.2 GPa,

 Rolling speed 3.6 m Z s

 Slip rate 3.G%

As shown in Table 1, the flux for traction of the present invention has much better traction performance than the conventional flux for traction. <,

Comparative Examples 1 to 9

 100% by weight of B component, 5 to 30% by weight of 0 CP or PMA in A1 to A3 components, and a flux for traxion and a commercially available trax. Using Yonfluid (Rintratrak®), the traction coefficient was measured under the conditions shown in the examples.

As shown in Table 1, these results all show that the traction coefficient is 5 to 15% smaller than that of the traction flux of the present invention. won . In addition, 0 CP is an aged refine copolymer, specifically, a polymer of ethylene and propylene (average molecular weight of 150,000 to 300,000). In addition, PMA is a polymer acrylate, and is generally a polymer with an average molecular weight of about 50,000 to 300,000.

Calculation formula for working viscosity of 17 to 43 est

Was used.

 Industrial applicability

 The present invention is directed to a polyolefin having a branch to an A component such as a diester having two silyl rings and a chain hydrocarbon as a skeleton. It is a fluid for fractionation that has a specific combination of the β component of the tin and has not only a very high fractional coefficient but also a low cost or viscosity characteristic. It is excellent.

 Therefore, if it is used for a power transmission device, especially for a tractive drive device, it is possible to dramatically increase the ii cutting power at the time of load. This has the effect of providing as much as possible economically.

Claims

1) General formula R R R  A'C! A '

 [In the formula, A 'is an ester bond of 1 C00-or 100 C-, n is 1 to 10, and R 1 is a perimeter or heteroatom and is a hydrogen atom.  One or two selected from alkyl groups having 1 to 8 carbon atoms, R 1 is one or two or more, and hydrogen atoms and alkyl groups having 1 to 3 carbon atoms. Surrounded by atoms or groups selected from  There is a gesture that is indicated by "Aru!" ! A flux for fluxion, characterized in that a conductor is combined with a 0.1-95% by weight of a polyolefin one-year-old fin having a branch. ,.  (2) The flow described in claim 1, wherein the one-year-old refin is a polybutene. (3) A field as described in the first item of the recitation range, in which the amount of the polyphasic fin is 10 to 70% by weight. (4) The method according to claim 1, wherein R 1 of the ester is the same or different and is one or two kinds selected from a hydrogen atom and an alkyl group having 1 to 4 carbon atoms. The field described. (5) The average molecular weight of a 1-year-old fin is 500 ~ The field according to claim 4, wherein the amount is 10,000. (6) The flow according to claim 1, wherein the ester has a η of 1 to 4. (7) The flow according to claim (2), wherein R 2 of the ester is either a hydrogen atom or a methyl group.